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. 2015 Nov 6;7(2):1276–1280. doi: 10.1039/c5sc03761a

Table 2. Cooperative effects of boronic acid–DMAPO on the dehydrative condensation reaction a .

Inline graphic
Entry ArB(OH)2 Yield b , c (%) of PhEtCHCONHBn Yield b , d (%) of PhCONHBn
1 2 99 [<5] 97 [<5]
2 PhB(OH)2 <5 [<5] <5 [<5]
3 4b 92 [<5] 20 [8]
4 3 7 [15] 80 [95]

a0.5 mmol of carboxylic acid and 0.5 mmol of benzylamine were used in the presence of 5 mol% of ArB(OH)2 and 0 or 5 mol% of DMAPO.

bThe results when both catalysts were used are shown. For comparison, the results without DMAPO are shown in brackets.

cConditions: fluorobenzene (bp. 85 °C), 17 h.

dConditions: toluene (bp. 110 °C), 4 h.